21 WINSHIP AVE
Valuation
Tax & Assessment
Property Facts
Transaction History(7)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Pittsfield School District
Neighborhood · ZIP 01201These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
21 Winship Ave measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 65% of homes in Pittsfield 01201
- Costs less per square foot than 77% of homes in Berkshire County
- Has a smaller lot than 66% of homes in Berkshire County
- Newer than 69% of homes in Pittsfield 01201
What homes are worth in Pittsfield 01201
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 65% of homes in Pittsfield 01201.
How it measures up in Pittsfield 01201
The dot is this home. The mark in the middle is the typical home in Pittsfield 01201.
Pricier than 65% of homes nearby
Pricier than 30% of homes nearby
Bigger than 62% of homes nearby
Bigger than 63% of homes nearby
Newer than 69% of homes nearby
| Measure | This home | Pittsfield 01201 | Berkshire County |
|---|---|---|---|
| Estimated valuepricier than | $345,158 | 65% of homes | 43% of homes |
| Price per ft²pricier than | $190 | 30% of homes | 23% of homes |
| Living areabigger than | 1,816 ft² | 62% of homes | 58% of homes |
| Lot sizebigger than | 0.29 ac | 63% of homes | 34% of homes |
| Year builtnewer than | 1957 | 69% of homes | 54% of homes |
About 21 Winship Ave
How much is 21 Winship Ave, Pittsfield, MA worth?
The TopHap Estimate for 21 Winship Ave, Pittsfield, MA is $345,158 as of Aug 30, 2026. The likely range is $330,220 to $360,096. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 21 Winship Ave, Pittsfield, MA last sell?
21 Winship Ave, Pittsfield, MA last sold on Oct 15, 1996, according to the county's recorded deed.
How big is 21 Winship Ave, Pittsfield, MA?
21 Winship Ave, Pittsfield, MA has 3 bedrooms, 2 bathrooms, 1,816 square feet of living space and a 0.29-acre lot.
When was 21 Winship Ave, Pittsfield, MA built?
21 Winship Ave, Pittsfield, MA was built in 1957, making it 69 years old. It is a ranch home. The building has 1 story.
What schools serve 21 Winship Ave, Pittsfield, MA?
21 Winship Ave, Pittsfield, MA is assigned to Robert T. Capeless Elementary School (elementary), rated C-; John T Reid Middle School (middle), rated D+; Taconic High School (high), rated D+. All sit in Pittsfield School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 21 Winship Ave, Pittsfield, MA compare to other homes in Pittsfield 01201?
Among the 14,716 homes in Pittsfield 01201, it is worth more than 65% of them ($345,158 against a typical $301,330), its price per square foot is higher than 30% of them ($190 against a typical $214), it is bigger than 62% of them (1,816 ft² against a typical 1,570 ft²), its lot is bigger than 63% of them (0.29 ac against a typical 0.24 ac) and it is newer than 69% of them (1957 against a typical 1944). Measured against all of Berkshire County, it is worth more than 43% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 21 Winship Ave, Pittsfield, MA?
The 2025 property tax bill for 21 Winship Ave, Pittsfield, MA was $5,316. The county assessed it at $296,300.
More homes on Winship Ave
- 44 Winship Ave$268K2 bd · 1.5 ba · 1,176 ft² · Sold $265K · May 2026
- 78 Winship Ave$309K3 bd · 2 ba · 1,548 ft² · Sold $291K · Apr 2025
- 61 Winship Ave$493K3 bd · 2 ba · 2,142 ft² · Sold $390K · Sep 2022
- 73 Winship Ave$298K2 bd · 1 ba · 1,266 ft² · Sold $250K · Sep 2022
- 39 Winship Ave$282K3 bd · 2 ba · 1,224 ft² · Sold $247K · Sep 2022
- 64 Winship Ave$366K4 bd · 2 ba · 1,601 ft² · Sold $179K · Jul 2017
- 72 Winship Ave$222K2 bd · 1 ba · 1,127 ft² · Sold $90K · Aug 2013
- 50 Winship Ave$334K3 bd · 1 ba · 2,150 ft² · Sold $206K · Oct 2010
- 43 Winship Ave$216K3 bd · 2 ba · 1,589 ft² · Sold $80K · Sep 2004
- 54 Winship Ave$254K2 bd · 1 ba · 1,009 ft² · Sold $77K · Mar 1999
- 70 Winship Ave$245K3 bd · 1 ba · 1,084 ft² · Sold $65K · Jun 1993
- 18 Winship Ave$186K1 bd · 1 ba · 720 ft² · Sold $70K · May 1989
Closest homes
- 56 Broadway St$228K127 ft · 3 bd · 2 ba · 1,386 ft² · Sold $83K · Jan 2019
- 24 Westchester Ave$208K120 ft · 2 bd · 1 ba · 1,376 ft² · Sold $72K · Aug 1999
- 64 Broadway St$294K120 ft · 3 bd · 1 ba · 1,637 ft² · Sold $270K · Oct 2024
- 11 Winship Ave$297K149 ft · 3 bd · 2 ba · 1,472 ft² · Sold Oct 1978
- 18 Winship Ave$186K167 ft · 1 bd · 1 ba · 720 ft² · Sold $70K · May 1989
- 8 Winship Ave$290K203 ft · 2 bd · 1 ba · 1,288 ft² · Sold $39K · Jul 1981
- 20 Westchester Ave$237K162 ft · 3 bd · 1 ba · 960 ft² · Sold $226K · Jul 2025
- 30 Winship Ave$213K200 ft · 3 bd · 1 ba · 1,224 ft²
More homes in Pittsfield 01201
- 106 E Housatonic St$200K2 bd · 1 ba · 803 ft² · Sold $190K · Sep 2026
- 65 Cecelia Ter$217K2 bd · 1 ba · 816 ft² · Sold $147K · Sep 2026
- 28 Adelaide Ave$329K4 bd · 3 ba · 1,575 ft² · Sold $340K · Sep 2026
- 62 Pomeroy Ave$349K4 bd · 2 ba · 2,158 ft² · Sold $340K · Sep 2026
- 17 Chatham St$280K3 bd · 1 ba · 1,056 ft² · Sold $250K · Sep 2026
- 82 Parkside Ave6 bd · 2 ba · 2,432 ft² · Sold $301K · Sep 2026
- 24 Rockland Dr$475K3 bd · 2.5 ba · 1,702 ft² · Sold $455K · Sep 2026
- 160 Chestnut Rd$325K3 bd · 1 ba · 768 ft² · Sold $315K · Aug 2026
- 31 Osceola St$297K3 bd · 1.5 ba · 1,196 ft² · Sold $280K · Aug 2026
- 61 Harding St$295K3 bd · 1 ba · 1,282 ft² · Sold $300K · Aug 2026
- 38 Crofut St$902K5 bd · 3.5 ba · 3,877 ft² · Sold $1.2M · Aug 2026
- 21 Newell St6 bd · 2 ba · 2,352 ft² · Sold $213K · Aug 2026
Assigned schools
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